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n-(Benzyloxycarbonyl)-L-Valine 2-Propynyl Ester CAS NO 73680-52-1


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CAS No.:73680-52-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-(Benzyloxycarbonyl)-L-Valine 2-Propynyl Ester is a protected amino acid derivative, specifically a Cbz-protected L-valine propargyl ester. This compound is a crucial chiral building block in organic synthesis, valued for its dual functionality that enables selective peptide coupling and subsequent bioorthogonal "click" chemistry reactions. It is primarily utilized by researchers and manufacturers in the pharmaceutical and biotechnology sectors for the development of novel peptide-based therapeutics, prodrugs, and bioconjugates.

Application

  • Pharmaceutical Intermediate: A key chiral synthon for the solid-phase and solution-phase synthesis of complex peptides and peptidomimetics.
  • Prodrug Development: Used to create propargyl ester prodrugs of valine-containing compounds, facilitating targeted drug delivery strategies.
  • Bioconjugation & Labeling: The alkyne (2-Propynyl) moiety allows for efficient, copper-catalyzed azide-alkyne cycloaddition (CuAAC) to attach peptides to labels, polymers, or surfaces.
  • Chemical Biology Research: Employed in the study of enzyme mechanisms and the construction of activity-based probes (ABPs) for proteases.
  • Material Science: Serves as a monomer or cross-linker precursor for synthesizing functionalized polymers with peptide side chains.

Basic Information

Product Name n-(Benzyloxycarbonyl)-L-Valine 2-Propynyl Ester
CAS No. 73680-52-1
Molecular Formula C16H19NO4
Molecular Weight 289.33 g/mol
Synonyms Z-L-Valine propargyl ester; Cbz-L-Valine 2-propynyl ester; N-Carbobenzoxy-L-valine propargyl ester; (S)-2-((((Benzyloxy)carbonyl)amino)-3-methylbutanoic acid prop-2-yn-1-yl ester; L-Valine, N-[(phenylmethoxy)carbonyl]-, 2-propyn-1-yl ester; Propargyl N-carbobenzyloxy-L-valinate; N-Cbz-L-valine propargyl ester
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Quality Control

Our n-(Benzyloxycarbonyl)-L-Valine 2-Propynyl Ester is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification, to ensure it meets the high standards required for research and pharmaceutical applications. A Certificate of Analysis (COA) detailing identity, purity (typically ≥97% by HPLC), and specific impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive); ensure the container is sealed tightly after each use to prevent degradation from atmospheric moisture. For long-term storage, consider storing under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Assay (HPLC) ≥ 97.0%
Optical Rotation [α]20/D -15° to -20° (c=1 in methanol)
Chiral Purity (HPLC) ≥ 99.0% (L-isomer)
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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